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Rate enhanced olefin cross-metathesis reactions: the copper iodide effect.

ABSTRACT: Copper iodide has been shown to be an effective cocatalyst for the olefin cross-metathesis reaction. In particular, it has both a catalyst stabilizing effect due to iodide ion, as well as copper(I)-based phosphine-scavenging properties that apply to use of the Grubbs-2 catalyst. A variety of Michael acceptors and olefinic partners can be cross-coupled under mild conditions in refluxing diethyl ether that avoid chlorinated solvents. This effect has also been applied to chemistry in water at room temperature using the new surfactant TPGS-750-M.

SUBMITTER: Voigtritter K

PROVIDER: S-EPMC3352770 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature

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Rate enhanced olefin cross-metathesis reactions: the copper iodide effect.

Voigtritter Karl K Ghorai Subir S Lipshutz Bruce H BH

The Journal of organic chemistry 20110429 11

Copper iodide has been shown to be an effective cocatalyst for the olefin cross-metathesis reaction. In particular, it has both a catalyst stabilizing effect due to iodide ion, as well as copper(I)-based phosphine-scavenging properties that apply to use of the Grubbs-2 catalyst. A variety of Michael acceptors and olefinic partners can be cross-coupled under mild conditions in refluxing diethyl ether that avoid chlorinated solvents. This effect has also been applied to chemistry in water at room ...[more]

PMID: 21528868

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